
Holiday rentals with a pool in Southport
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Southport

Total holiday rentals
Explore 30 holiday rentals in Southport

Nightly prices starting at
Southport holiday rentals start at $78 SGD per night before taxes and fees

Verified guest reviews
Over 1,080 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of Southport holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Southport rentals

4.8 Average rating
Southport stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated rentals with a pool in Southport
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Coastal Cove Hideaway
Relax in this bright and comfortable main-suite retreat located in beautiful St.James Plantation. This unit features a cozy king bed, full kitchen, private bathroom, a screened-in patio overlooking the golf course.Perfect for morning coffee or evening unwinding. Enjoy the convenience of your own private entrance for easy, seamless access. Guests also have access to community amenities including the outdoor pool, walking trails, and the St. James Beach Club. WiFi, Smart TV, and parking included.

Private Heated Pool, 4 mins to Beach, King Beds
Happy Hour at OKI by Hearth and Horizon Family Getaways – Just a 4-min verified walk to the beach! ✔ 4-minute walk to beach access ✔ Private heated pool ✔ Fully fenced backyard (perfect for pets) ✔ outdoor dining under a pergola, and a fire pit (wood provided). ✔ Arcade + air hockey for family fun ✔ Fully stocked kitchen for home-cooked meals ✔ Relax in 2 king bedrooms, including a spa-style primary bath with rain shower. ✔ Beach chairs, wagon & essentials included ✔ Quiet family neighborhood

Spacious 2-Bedroom Condo in St. James Plantation
Sunny and serene private entrance third floor condo with 2 bedrooms and 2 baths at St. James Plantation. An easy drive to the quaint town of historic Southport and 12 minutes to Oak Island beaches. A screened in balcony to view the secluded tree-lined property and beautiful golf course. Enjoy fishing at the pier on the inter coastal waterway, walking and biking trails (map available in the condo for guests), as well as limited access to the St. James Beach Club on Oak Island (see notes below).

Eclectic Tiny Home Hot Tub Nights Poolside Morning
Note: There are 2 tiny homes on this property, Each tiny home has their own side yard with Private hot tub, but the back yard, with the pool, is shared with both tiny homes. Early Check in at 12pm May be available for an extra $35 Or Late check out at 12 for an extra $35 Please message me to see if thats availble. From November 1st to February 28th, Pool is just too cold to use, The cleaning routine changes from twice a week to once a month. But you can still enjoy the hot tub all year!

Rise and Shine! Beach, pool, & amazing views!
Welcome to RISE AND SHINE at Oak Island Beach Villas! Fabulous location on tranquil Caswell Beach. Close to amazing food, the iconic Oak Island Lighthouse, and top rated golf yet you feel the peaceful vibe of being on the east end of the island. Steps from the beach with breathtaking views, this beautifully decorated condo features 2 bedrooms, 1 bath and sleeps 5-6. Choose a short walk to the pool (seasonal) or simply relax on the private balcony listening to the soothing sounds of the ocean.

Oceanfront Duplex~ linens included!
2 bdrm, 2 1/2 bth oceanfront duplex with 3 pools and tennis courts! Bed and Bath linens included! Private driveway for Golf cart rental permitted. Sorry, strict no pet policy. Sat -Sat weekly rentals in summer season. PLEASE NOTE: All three pools are for our guests to use and are maintained thru the HOA and we do not have any control over exactly when they open (Usually April 1st ) or if any of them closes for any reason. No refunds will be given if any of the pools are closed temporarily.

Best Location! Beachfront-Boardwalk-Pool-Balcony
Unbeatable location directly on the famous Carolina Beach Boardwalk! Step outside the door and you’re just seconds away from the beach and ocean, where you can enjoy swimming, sunbathing, and even spotting dolphins from the shoreline. The boardwalk itself is a hub of activity, with bars, restaurants, shops, and live music just steps away. Whether you’re in the mood for a casual meal, a fun night out, or exploring the local boutiques, you’ll find it all within walking distance.

Escape to the Cape On the Gorgeous SPT Waterfront
Located on the beautiful Southport Waterfront you'll enjoy a well-appointed gem located within the RiverHotel of Southport that includes a small balcony with views of the Cape Fear River, guest pool, and private beach exclusively for our guests. We also have a huge deck with lots of tables and chairs to enjoy the spectacular water views! Covered parking is available within steps of the elevator. Make your Southport vacation memorable! Escape to the Cape awaits you!

The Coastal Coconut: Beautiful Ocean View Condo
This spectacular ocean view condo with top notch renovations is just steps from the beach. Be swept away by the view of the rolling waves, whitecaps, and the OKI Pier as you relax and enjoy a beverage on the balcony. You will also be treated to a breathtaking sunset as the colors change each minute across the sky. Retire to the living room and rest your tired feet on a comfy sectional sofa as you interact with others in an aesthetically pleasing open floorplan setting.

OIB Oceanfront 3 Bd, 2 Bth with linens!
Beautifully decorated beach themed OSW1 complex top floor keyless entry 3 bdrm, 2 bath oceanfront condo with panoramic views of the sea. This unit boosts a fully stocked kitchen, ready made beds with all linens and two baths with a set of towels per guest. New furniture, two large wall mounted TV’s, beach chairs, umbrella and beach towels are available for your convenience. Sat-Sat weekly rentals in season. No golf carts or trailers allowed. No pets allowed.

Stones Throw to downtown Southport
Welcome to our gorgeous 1 bedroom/ 1bath home away from home! These roomy accommodations are just steps from the Southport Marina and in the heart of historic Southport. You have at your disposal boat parking, outdoor pool area, and walking access to Southport's many charms, such as fine dining and shopping. Bikes and beach chairs are in the closet in the covered parking. Your relaxation begins with easy self check-in and keyless entry! Enjoy your stay.

Sand Surf & Sunset Ocean View Condo - 2 Bed 2 Bath
Welcome to your perfect beachside retreat! This beautiful 2-Bedroom ocean-view condo in Caswell Beach, NC, offers breathtaking sunsets and panoramic ocean views right from your private covered decks - perfect for outdoor dining or unwinding to the sound of the waves. Just steps from the sand, this peaceful getaway is ideal for families or two couples looking to relax, recharge, and soak up the coastal charm. Walkable to restaurants, pier and golf.
Popular amenities for Southport rentals with a pool
House rentals with a pool

Steps to Beach | 5BR Retreat | Private Pool & Spa

Ocean Front Paradise

Poolside Paradise w/ Tiki Bar + Dog Friendly

Brand New w/ Pickleball Court & Heated Pool

5 o’clock Always

Sleeps 18*1 Block to Beach*2 Master Suite*Gameroom

Scenic Getaway with Pool & Hot Tub

Coastal Retreat
Apartment rentals with a pool

Beach vacation condo at Ft Fisher! Riggings L1

Oceanfront End Unit Condo with Pool (Riggings D-2)

Carolina Beach Condo w/ Pool, Parking & Sleeps 6

Shell of a Vibe Beach Condo - Oceanfront and Chill

Oceanfront Coastal Condo w/ Pool

Dual master, end unit condo with amazing views

Beautiful Condo w/Ocean Views & Community Pool

Step Onto the Beach! Inviting Oceanfront Suite
Other holiday rentals with a pool

Luxury: Beach, Pool, Golf, Boat Ramp, Pickle Ball

Coastal Serenity

Condo retreat by the beach

St. James Condo | Wooded Views | Quiet & Peaceful

3 Little Birds • Beach + Pool

2BR/2BA Condo in St. James–Near OKI/SPT & Beaches

Living the Coastal Dream in Southport

Treasure of Southport
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- Wrightsville Beach, NC
- Carolina Beach Boardwalk
- Barefoot Resort & Golf
- Barefoot Landing
- Cherry Grove Point
- Kure Beach Pier
- Wrightsville Beach
- Cherry Grove Fishing Pier
- North Carolina Aquarium at Fort Fisher
- Surf City Pier
- University of North Carolina Wilmington
- Carolina Beach Lake Park
- Wilmington Riverwalk
- Carolina Beach State Park
- Jungle Rapids Family Fun Park
- Bird Island
- Airlie Gardens
- Fort Fisher State Historic Site
- St James Properties
- Dunes Golf and Beach Club
- Soundside Park
- Fort Fisher State Recreation Area
- Freeman Park
- Oak Island Lighthouse





